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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F5-062
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C1-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C2-34
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A01N55-02
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filingDate 1969-10-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1972-03-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1268524-A
titleOfInvention Organo aluminium compounds
abstract 1,268,524. Organoaluminium compound containing Al in a ring; reaction-products with cyclic ethers. ETHYL CORP. 29 Oct., 1969 [29 Oct., 1968; 5 May, 1969], No. 53029/69. Headings C2C and C2J. [Also in Division C5] A non-ionic organoaluminium compound containing an olefinically unsaturated ring having Al as one atom of the ring, and particularly a compound containing an aluminacyclopent-3- ene group, is prepared by (a) heating together at 100-180‹ C. aluminium (which may be activated), a compound having a conjugated diene group and a hydrocarbyl aluminium hydride in the presence of a Lewis base capable of complexing with the non-ionic organoaluminium compound without undergoing excessive cleavage or (b) heating together at 100-180‹ C. aluminium, a conjugated diene, an alkali metal aluminium tetrahydrocarbyl and hydrogen in the presence of the Lewis base. The organoaluminium compound may have the formula where R is C 1-18 hydrocarbyl, R<SP>1</SP> is H, alkyl or alkenyl and R<SP>11</SP> is H or alkyl, and is normally formed as a complex with a Lewis base such as a tertiary amine, dialkyl ether, 6-membered ring cycloparaffinic monoether or 5- or 6-membered ring cycloparaffinic diether. The hydrocarbyl aluminium hydride used in process (a) may be R 2 AlH where R is alkyl, aryl, cycloalkyl, alkenyl, aralkyl or alkaryl and the tetrahydrocarbyl reactant used in process (b) may particularly be a sodium aluminium tetra-alkyl or similar Li, K, Rb or Cs compound. The latter reactant may be formed "in situ" by introducing alkali metal and Al trihydrocarbyl into the reaction zone. Either process may be effected in an inert hydrocarbon medium or in the Lewis base as solvent. Branched-chaih alkenols are prepared by reaction of an organoaluminium compound of the invention with a cleavable cycloparaffinic monoether having a 3, 4 or 5 membered ring and hydrolysis of the reaction product. Examples describe the following preparations: Example (IX), 5,5- and 5,6-dimethyl-6-heptene-1-ol by hydrolysis of the reaction product of tetrahydrofuran and 1-isobutyl-3-methyl-aluminacyclopent-3-ene; (X), 1-chloromethyl-3,3 (and 3,4)-dimethyl-4-pentene-1-ol by hydrolysis with dilute aqueous -HCl of the reaction product in dioxane of epichlorohydrin and 1-isobutyl-3- methylaluminacyclopent-3-ene; (XI), 2,2-bis- (chloromethyl) - 4,4(and 4,5) - dimethyl - 5- hexene-1-ol and 2,2,3-trimethyl-5,5-bis-(chloromethyl)tetrahydropyran by hydrolysis of the reaction product of the above organo-aluminium and bis(chloromethyl)oxetane; XII, 1,5,5- and 1,5,6- and 4,5,6-trimethyl-6-heptene-1-ol and 1,5,6-trimethyl-5-heptene-1-ol by hydrolysis of the reaction product of the above organoaluminium and 2-methyltetrahydrofuran.
priorityDate 1968-10-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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